Category: bromides-buliding-blocks

Fan, Tian-Yun published the artcileStructure-activity relationship and biological evaluation of berberine derivatives as PCSK9 down-regulating agents, Application In Synthesis of 21101-63-3, the publication is Bioorganic Chemistry (2021), 104994, database is CAplus and MEDLINE.

Proprotein convertase subtilisin/kexin type 9 (PCSK9) is a secreted protein and its deficiency markedly enhances the survival rate of patients with cardiovascular diseases (CVDs). Forty berberine (BBR) derivatives I (R¹ = H, MeO, R² = MeO, OH, PhCH₂O, EtO, R³ = MeO, OH, EtO, R²R³ = OCH₂O, R⁴ = H, MeO, R⁵ = H, Cl, MeO, PhCH₂O, cyclobutylmethoxy, etc., R⁶ = MeO, OH, R⁷ = MeO, EtO, H) were synthesized and evaluated for their activity on down-regulating the transcription of PCSK9 in HepG2 cells, taking BBR as the lead. Structure-activity relationship (SAR) anal. revealed that the 2,3-dimethoxy moiety might be beneficial for activity. Among them, I (R¹ = R⁴ = R⁷ = H, R² = R³ = R⁶ = MeO, R⁵ = p-F₃CSC₆H₄CH₂O) (II) displayed the most potent activity with an IC₅₀ value of 9.5 ± 0.5μM, better than that of BBR. Also, it significantly decreased the PCSK9 protein level at the cellular level, as well as in the liver and serum of mice in vivo. Furthermore, II markedly increased LDLR expression and LDL-C clearance via down-regulating PCSK9 protein. The mechanism of action of II is targeting HNF1α and/or Sp1 cluster modulation upstream of PCSK9, a different one from BBR. Therefore, II might have the potential to be a novel PCSK9 transcriptional inhibitor for the treatment of atherosclerosis, worthy for further investigation.

Bioorganic Chemistry published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, Application In Synthesis of 21101-63-3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Guo, Libing published the artcileSynthesis of N-(4-biphenyl)-(9,9-dimethyl-2-fluorenyl)amine, Category: bromides-buliding-blocks, the publication is Huaxue Tongbao (2010), 73(8), 750-752, database is CAplus.

2-Bromofluorene was prepared from fluorene and benzyltrimethylammonium tribromide in dichloromethane-methanol solution at room temperature, followed by a reaction with iodomethane in THF in the presence of potassium tert-butanolate and formation of 9,9-dimethyl-2-bromo-9H-fluorene. The synthesis of the target compound was achieved by a Buchwald-Hartwig reaction of the above-mentioned aryl bromide with [1,1′-biphenyl]-4-amine and the product thus obtained was confirmed by ¹H-NMR, ¹³C-NMR, MS, IR spectra and elemental anal.

Huaxue Tongbao published new progress about 111865-47-5. 111865-47-5 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, and the molecular formula is C10H16Br3N, Category: bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Guan, Weijiang published the artcileDesign of a Temperature-Independent Luminescent Probe for Visualization of Ice-to-Liquid Transition at -129°C, Safety of 1-Bromooctane, the publication is Journal of Physical Chemistry C (2022), 126(17), 7556-7563, database is CAplus.

The temperature-dependent nature and intense emission in solution of fluorescence mols. prevent them from visualizing various processes accompanying temperature changes (e.g., the liquid-ice transition at ultralow temperatures). To overcome the intrinsic difficulty, we synthesized a custom-designed fluorescent probe to exhibit the temperature-independent negligible fluorescence in the solution state but emit bright light in the icing state. The ice-to-liquid transition of four hydrocarbons, whose f.ps. are between -27 and -129°C, can be sensitively visualized using the proposed temperature-independent fluorescent probe. More interestingly, we have built a homemade platform to enable the real-time imaging of the f.ps. of these four hydrocarbons within 3 min. For the first time, we designed a liquid-ice transition-sensitive probe at ultralow temperatures, different from the conventional temperature-dependent systems. This success will not only help to gain insights into the icing mechanisms but may also contribute to the development of portable visualization devices for monitoring phase transition.

Journal of Physical Chemistry C published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C8H17Br, Safety of 1-Bromooctane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Xiao, Zuo published the artcilePushing Fullerene Absorption into the Near-IR Region by Conjugately Fusing Oligothiophenes, HPLC of Formula: 52431-30-8, the publication is Angewandte Chemie, International Edition (2012), 51(36), 9038-9041, S9038/1-9038/27, database is CAplus and MEDLINE.

By fusing the π-electron systems of oligothiophene and fullerene through the open-cage strategy, the visible absorbance of fullerenes was significantly enhanced and pushed their absorption into NIR region. This optical property improvement concerns the following factors: (1) symmetry breaking of the fullerene by open-cage reactions allows more low-energy transitions to take place; (2) addnl. absorption is taken by external chromophore; and (3) strong cross-talking between the donor and acceptor in the conjugated system leads to ICT absorbance in the NIR region. Therefore, the open-cage strategy provides a promising approach for creating new materials with advanced optical properties. Future work is focused on developing novel NIR-absorbing fullerene materials and applying them in organic solar cells and nonlinear optics.

Angewandte Chemie, International Edition published new progress about 52431-30-8. 52431-30-8 belongs to bromides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 2,5-Dibromo-3,4-dinitrothiophene, and the molecular formula is C6H12N2O, HPLC of Formula: 52431-30-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Zhang, Yan published the artcileCopper-Catalyzed Radical Cascade Difluoromethylation/Cyclization of 2-(3-Arylpropioloyl)benzaldehydes: A Route to Difluoromethylated Naphthoquinones, Application of Ethylbromofluoroacetate, the publication is Journal of Organic Chemistry (2017), 82(13), 6811-6818, database is CAplus and MEDLINE.

A novel copper-catalyzed cascade difluoromethylation/cyclization of 2-(3-arylpropioloyl)benzaldehydes has been developed. This method affords an efficient and straightforward access to structurally diverse difluoromethylated naphthoquinones in one pot, starting from readily available starting materials. The reaction represents the first trans-acyldifluoromethylation of internal alkynes, which features aldehydes as acceptors for the addition of alkenyl radicals. Furthermore, this protocol can also access monofluoromethylated naphthoquinones and difluoromethylated indanones with the same reaction conditions.

Journal of Organic Chemistry published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C15H10O2, Application of Ethylbromofluoroacetate.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Liyanage, Nalaka P. published the artcileThieno[3,4-b]pyrazine as an Electron Deficient π-Bridge in D-A-π-A DSCs, Synthetic Route of 52431-30-8, the publication is ACS Applied Materials & Interfaces (2016), 8(8), 5376-5384, database is CAplus and MEDLINE.

Thieno[3,4-b]pyrazine (TPz) is examined as an electron deficient π-bridge enabling near-IR (NIR) spectral access in dye-sensitized solar cells (DSCs). Seven dissym. dyes for DSCs were synthesized (NL2-NL8) with TPz as the π-bridge utilizing palladium catalyzed C-H activation methodol. C-H bond cross-coupling was uniquely effective among the cross-couplings and electrophilic aromatic substitution reactions analyzed in monofunctionalizing the TPz building block. The TPz-based NL2-NL8 dyes examine the effects of various donors, π-spacers, and acceptors within the donor-π bridge-acceptor (D-π-A) dye design. Proarom. TPz stabilizes the excited-state oxidation potential (E_s+/s*) of the dyes by maintaining aromaticity upon excitation of the dye mol. This leads to concise conjugated systems capable of accessing the NIR region. Through judicious structural modifications, dye band gaps were reduced to 1.48 eV, and power conversion efficiencies (PCEs) reached 7.1% in this first generation TPz-dye series.

ACS Applied Materials & Interfaces published new progress about 52431-30-8. 52431-30-8 belongs to bromides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 2,5-Dibromo-3,4-dinitrothiophene, and the molecular formula is C4Br2N2O4S, Synthetic Route of 52431-30-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Kounde, Cyrille S. published the artcileDiscovery of 2-oxopiperazine dengue inhibitors by scaffold morphing of a phenotypic high-throughput screening hit, Synthetic Route of 56970-78-6, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(6), 1385-1389, database is CAplus and MEDLINE.

A series of 2-oxopiperazine derivatives were designed from the pyrrolopiperazinone cell-based screening hit 4 (I) as a dengue virus inhibitor. Systematic investigation of the structure-activity relationship (SAR) around the piperazinone ring led to the identification of compound (S)-29, which exhibited potent anti-dengue activity in the cell-based assay across all four dengue serotypes with EC₅₀ < 0.1 μM. Cross-resistant anal. confirmed that the virus NS4B protein remained the target of the new oxopiperazine analogs obtained via scaffold morphing from the HTS hit 4.

Bioorganic & Medicinal Chemistry Letters published new progress about 56970-78-6. 56970-78-6 belongs to bromides-buliding-blocks, auxiliary class Bromide,Carboxylic acid,Aliphatic hydrocarbon chain,Inhibitor, name is 3-Bromo-2-methylpropanoic acid, and the molecular formula is C4H7BrO2, Synthetic Route of 56970-78-6.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Gu, Yiting published the artcileDefunctionalization of sp³ C-Heteroatom and sp³ C-C Bonds Enabled by Photoexcited Triplet Ketone Catalysts, Recommanded Product: 1-Bromododecane, the publication is ACS Catalysis (2022), 12(2), 1031-1036, database is CAplus.

A general strategy for enabling a light-induced defunctionalization of sp³ C-heteroatom and sp³ C-C bonds with triplet ketone catalysts and bipyridine additives was disclosed. This protocol was characterized by its broad scope without recourse to transition metal catalysts or stoichiometric exogeneous reductants, thus offering a complementary technique for activating σ sp³ C-C(heteroatom) bonds. Preliminary mechanistic studies suggest that the presence of 2,2′-bipyridines improves the lifetime of ketyl radical intermediates.

ACS Catalysis published new progress about 143-15-7. 143-15-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromododecane, and the molecular formula is C12H25Br, Recommanded Product: 1-Bromododecane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Luo, Yiyang published the artcileTotal Synthesis of trans-Resorcylide via Macrocyclic Stille Carbonylation, Application of (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Journal of Antibiotics (2019), 72(6), 482-485, database is CAplus and MEDLINE.

The resorcylic macrolides are important natural products with a wide range of remarkable biol. activities. So far, most of the reported resorcylic macrolide syntheses use either macrolactonization or ring closing metathesis to build the corresponding macrocycle. In continuation of our efforts in developing novel carbonylation reactions to facilitate natural product total synthesis, we report herein a total synthesis of trans-resorcylide (I) featuring a palladium-catalyzed macrocyclic Stille carbonylation to build its 12-membered macrocycle.

Journal of Antibiotics published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Application of (4-Bromobut-1-yn-1-yl)trimethylsilane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Sriram, D. published the artcileNovel pthalazinyl derivatives: synthesis, antimycobacterial activities, and inhibition of Mycobacterium tuberculosis isocitrate lyase enzyme, Formula: C7H5Br2F, the publication is Medicinal Chemistry (2009), 5(5), 422-433, database is CAplus and MEDLINE.

Novel 2-[3-(4-bromo-2-fluorobenzyl)-4-oxo-3,4-dihydro-1-phthalazinyl]acetic acid hydrazones were synthesized from phthalic anhydride by a six step synthesis and evaluated for in vitro, in vivo activities against eight mycobacterial species and Mycobacterium tuberculosis (MTB) isocitrate lyase (ICL) enzyme inhibition studies. Among twenty six compounds N’1-[(4-nitrophenyl)methylene]-2-[3-(4-bromo-2-fluorobenzyl)-4-oxo-1,2,3,4-tetrahydro-1-phthalazinyl]ethanohydrazide (I) was found to be the most active compound in-vitro with MIC’s of 0.18 and <0.09 μM against log-phase cultures of MTB and multi-drug resistant MTB resp. Compound I inhibited all the eight mycobacterial species with MIC ranging from <0.09-12.25 μM and was not toxic to Vero cell lines till 122.5 μM. Seven compounds were tested against starved culture of MTB and they inhibited with MIC’s ranging from 2.88-8.91 μM. Some compounds showed 45-61% inhibition against MTB ICL enzyme at 10 μM. In the in vivo animal model I decreased the bacterial load in lung and spleen tissues with 1.87 and 3.03-log10 protections resp. at 25 mg/kg body weight dose.

Medicinal Chemistry published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C16H20N2, Formula: C7H5Br2F.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary